Side chain modified peptoids useful as structure-stabilizing coatings for biomaterials

Wang, Shih-Ting; Gang, Oleg; Zuckermann, Ronald N.; Bertozzi, Carolyn R.

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Title: Side chain modified peptoids useful as structure-stabilizing coatings for biomaterials

Abstract

The current invention pertains compositions and methods to generate compositions providing stability to biomolecules, including providing physiologically stable and functional DNA origami-based drug/gene delivery carriers by surface coating with the oligo-ethylene glycol conjugated peptoids of Formulas (I), (II), and (III).

Inventors:: Wang, Shih-Ting; Gang, Oleg; Zuckermann, Ronald N.; Bertozzi, Carolyn R.

Issue Date:: 2023-08-29

Research Org.:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States); Brookhaven National Laboratory (BNL), Upton, NY (United States); Stanford Univ., CA (United States); Columbia Univ., New York, NY (United States)

Sponsoring Org.:: USDOE

OSTI Identifier:: 2222218

Patent Number(s):: 11739162

Application Number:: 17/015,532

Assignee:: Brookhaven Science Associates LLC (Upton, NY); The Board of Trustees of the Leland Stanford Junior University (Stanford, CA); The Regents of the University of California (Oakland, CA); The Trustees of Columbia University in the City of New York (New York, NY)

DOE Contract Number:: AC02-05CH11231; SC0012704

Resource Type:: Patent

Resource Relation:: Patent File Date: 09/09/2020

Country of Publication:: United States

Language:: English

Citation Formats


                    Wang, Shih-Ting, Gang, Oleg, Zuckermann, Ronald N., and Bertozzi, Carolyn R. Side chain modified peptoids useful as structure-stabilizing coatings for biomaterials.  United States: N. p., 2023. 
        Web.

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                    Wang, Shih-Ting, Gang, Oleg, Zuckermann, Ronald N., & Bertozzi, Carolyn R. Side chain modified peptoids useful as structure-stabilizing coatings for biomaterials.  United States.

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                    Wang, Shih-Ting, Gang, Oleg, Zuckermann, Ronald N., and Bertozzi, Carolyn R. Tue .  
        "Side chain modified peptoids useful as structure-stabilizing coatings for biomaterials".  United States.  https://www.osti.gov/servlets/purl/2222218.

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@article{osti_2222218,

  title        = {Side chain modified peptoids useful as structure-stabilizing coatings for biomaterials},

  author       = {Wang, Shih-Ting and Gang, Oleg and Zuckermann, Ronald N. and Bertozzi, Carolyn R.},

  abstractNote = {The current invention pertains compositions and methods to generate compositions providing stability to biomolecules, including providing physiologically stable and functional DNA origami-based drug/gene delivery carriers by surface coating with the oligo-ethylene glycol conjugated peptoids of Formulas (I), (II), and (III).},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {2023},

  month        = {8}

}

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Similar Records

Title: Side chain modified peptoids useful as structure-stabilizing coatings for biomaterials

Abstract

Citation Formats

[25] Synthesis of N-substituted glycine peptoid libraries book, January 1996

Cellular Immunostimulation by CpG-Sequence-Coated DNA Origami Structures journal, November 2011

Proteolytic studies of homologous peptide and N-substituted glycine peptoid oligomers journal, November 1994

Smart Drug Delivery Nanocarriers with Self-Assembled DNA Nanostructures journal, June 2013

Self-assembly of DNA into nanoscale three-dimensional shapes journal, May 2009

Structure and Dynamics of Condensed DNA Probed by 1,1‘-(4,4,8,8-Tetramethyl-4,8-diazaundecamethylene)bis[4-[[3- methylbenz-1,3-oxazol-2-yl]methylidine]-1,4-dihydroquinolinium] Tetraiodide Fluorescence journal, December 2002

Control of stability and structure of nucleic acids using cosolutes journal, May 2014

Addressing the Instability of DNA Nanostructures in Tissue Culture journal, August 2014

DNA Surface Technology: From Gene Sensors to Integrated Systems for Life and Materials Sciences journal, December 2018

DNA rendering of polyhedral meshes at the nanoscale journal, July 2015

Sequence-programmable covalent bonding of designed DNA assemblies journal, August 2018

Cocoon-Like Self-Degradable DNA Nanoclew for Anticancer Drug Delivery journal, October 2014

Prescribed nanoparticle cluster architectures and low-dimensional arrays built using octahedral DNA origami frames journal, May 2015

Virus-Encapsulated DNA Origami Nanostructures for Cellular Delivery journal, March 2014

The design, synthesis, and evaluation of molecules that enable or enhance cellular uptake: Peptoid molecular transporters journal, November 2000

Oligolysine-based coating protects DNA nanostructures from low-salt denaturation and nuclease degradation journal, May 2017

SYBR Green I: Fluorescence Properties and Interaction with DNA journal, April 2012

Arginine-Rich Molecular Transporters for Drug Delivery: Role of Backbone Spacing in Cellular Uptake journal, August 2002

Precision glycocalyx editing as a strategy for cancer immunotherapy journal, August 2016

Folding DNA to create nanoscale shapes and patterns journal, March 2006

Stability of DNA Origami Nanostructure under Diverse Chemical Environments journal, September 2014

Precisely Tailored DNA Nanostructures and their Theranostic Applications journal, June 2017

Lattice engineering through nanoparticle–DNA frameworks journal, February 2016

Spatially-Interactive Biomolecular Networks Organized by Nucleic Acid Nanostructures journal, May 2012

New Peptidomimetic Polymers for Antifouling Surfaces journal, June 2005

Peptoids useful for the mineralization of apatite patent, September 2017

Peptoidic Amino- and Guanidinium-Carrier Systems: Targeted Drug Delivery into the Cell Cytosol or the Nucleus journal, February 2008

Highly sensitive fluorescent detection of trypsin based on BSA-stabilized gold nanoclusters journal, February 2012

Cationic polymers for DNA origami coating – examining their binding efficiency and tuning the enzymatic reaction rates journal, January 2016

Programmable and Multifunctional DNA-Based Materials for Biomedical Applications journal, February 2018

Effects of Design Choices on the Stiffness of Wireframe DNA Origami Structures journal, August 2018

One-Step Formation of “Chain-Armor”-Stabilized DNA Nanostructures journal, May 2015

Designer DNA Nanoarchitectures journal, March 2009

DNA-guided crystallization of colloidal nanoparticles journal, January 2008

DNA Origami as a Carrier for Circumvention of Drug Resistance journal, August 2012

Synthesis and Characterization of Well-Defined PEGylated Polypeptoids as Protein-Resistant Polymers journal, February 2017

Recent Advances in the Synthesis of Peptoid Macrocycles journal, February 2018

PEG-mimetic peptoid reduces protein fouling of polysulfone hollow fibers journal, January 2017

Challenges and opportunities for structural DNA nanotechnology journal, November 2011

A combinatorial approach to the discovery of efficient cationic peptoid reagents for gene delivery journal, February 1998

DNA in a material world journal, January 2003

Peptoid Polymers: A Highly Designable Bioinspired Material journal, May 2013

Optimized DNA “Nanosuitcases” for Encapsulation and Conditional Release of siRNA journal, October 2016

Control of enzyme reactions by a reconfigurable DNA nanovault journal, October 2017

Designer nanoscale DNA assemblies programmed from the top down journal, May 2016

Investigations on DNA intercalation and surface binding by SYBR Green I, its structure determination and methodological implications journal, July 2004

DNA Origami as an In Vivo Drug Delivery Vehicle for Cancer Therapy journal, June 2014

On the Stability of DNA Origami Nanostructures in Low-Magnesium Buffers journal, June 2018

Biomimetic peptoid polymers patent, July 2015

Simulated Annealing of Chemical Potential: A General Procedure for Locating Bound Waters. Application to the Study of the Differential Hydration Propensities of the Major and Minor Grooves of DNA journal, January 1996

Block Copolymer Micellization as a Protection Strategy for DNA Origami journal, March 2017

Cellular delivery of enzyme-loaded DNA origami journal, January 2016

A DNA-based method for rationally assembling nanoparticles into macroscopic materials journal, August 1996

Peptoids useful for catalyzing the mineralization of calcium carbonate patent, February 2015

Sequence-Specific Molecular Lithography on Single DNA Molecules journal, July 2002

DNA Nanocages journal, August 2016

Hydration Regulates Thermodynamics of G-Quadruplex Formation under Molecular Crowding Conditions journal, June 2006

A Logic-Gated Nanorobot for Targeted Transport of Molecular Payloads journal, February 2012

Intramolecular fluorescence self-quenching of fluoresceinamine journal, March 1990

Organization of 'nanocrystal molecules' using DNA journal, August 1996

Universal computing by DNA origami robots in a living animal journal, April 2014

A general strategy for the DNA-mediated self-assembly of functional nanoparticles into heterogeneous systems journal, October 2013

Effects of Hydration, Ion Release, and Excluded Volume on the Melting of Triplex and Duplex DNA † journal, January 1999

Protein Coating of DNA Nanostructures for Enhanced Stability and Immunocompatibility journal, July 2017

[25] Synthesis of N-substituted glycine peptoid libraries
book, January 1996

Cellular Immunostimulation by CpG-Sequence-Coated DNA Origami Structures
journal, November 2011

Proteolytic studies of homologous peptide and N-substituted glycine peptoid oligomers
journal, November 1994

Smart Drug Delivery Nanocarriers with Self-Assembled DNA Nanostructures
journal, June 2013

Self-assembly of DNA into nanoscale three-dimensional shapes
journal, May 2009

Structure and Dynamics of Condensed DNA Probed by 1,1‘-(4,4,8,8-Tetramethyl-4,8-diazaundecamethylene)bis[4-[[3- methylbenz-1,3-oxazol-2-yl]methylidine]-1,4-dihydroquinolinium] Tetraiodide Fluorescence
journal, December 2002

Control of stability and structure of nucleic acids using cosolutes
journal, May 2014

Addressing the Instability of DNA Nanostructures in Tissue Culture
journal, August 2014

DNA Surface Technology: From Gene Sensors to Integrated Systems for Life and Materials Sciences
journal, December 2018

DNA rendering of polyhedral meshes at the nanoscale
journal, July 2015

Sequence-programmable covalent bonding of designed DNA assemblies
journal, August 2018

Cocoon-Like Self-Degradable DNA Nanoclew for Anticancer Drug Delivery
journal, October 2014

Prescribed nanoparticle cluster architectures and low-dimensional arrays built using octahedral DNA origami frames
journal, May 2015

Virus-Encapsulated DNA Origami Nanostructures for Cellular Delivery
journal, March 2014

The design, synthesis, and evaluation of molecules that enable or enhance cellular uptake: Peptoid molecular transporters
journal, November 2000

Oligolysine-based coating protects DNA nanostructures from low-salt denaturation and nuclease degradation
journal, May 2017

SYBR Green I: Fluorescence Properties and Interaction with DNA
journal, April 2012

Arginine-Rich Molecular Transporters for Drug Delivery: Role of Backbone Spacing in Cellular Uptake
journal, August 2002

Precision glycocalyx editing as a strategy for cancer immunotherapy
journal, August 2016

Folding DNA to create nanoscale shapes and patterns
journal, March 2006

Stability of DNA Origami Nanostructure under Diverse Chemical Environments
journal, September 2014

Precisely Tailored DNA Nanostructures and their Theranostic Applications
journal, June 2017

Lattice engineering through nanoparticle–DNA frameworks
journal, February 2016

Spatially-Interactive Biomolecular Networks Organized by Nucleic Acid Nanostructures
journal, May 2012

New Peptidomimetic Polymers for Antifouling Surfaces
journal, June 2005

Peptoids useful for the mineralization of apatite
patent, September 2017

Peptoidic Amino- and Guanidinium-Carrier Systems: Targeted Drug Delivery into the Cell Cytosol or the Nucleus
journal, February 2008

Highly sensitive fluorescent detection of trypsin based on BSA-stabilized gold nanoclusters
journal, February 2012

Cationic polymers for DNA origami coating – examining their binding efficiency and tuning the enzymatic reaction rates
journal, January 2016

Programmable and Multifunctional DNA-Based Materials for Biomedical Applications
journal, February 2018

Effects of Design Choices on the Stiffness of Wireframe DNA Origami Structures
journal, August 2018

One-Step Formation of “Chain-Armor”-Stabilized DNA Nanostructures
journal, May 2015

Designer DNA Nanoarchitectures
journal, March 2009

DNA-guided crystallization of colloidal nanoparticles
journal, January 2008

DNA Origami as a Carrier for Circumvention of Drug Resistance
journal, August 2012

Synthesis and Characterization of Well-Defined PEGylated Polypeptoids as Protein-Resistant Polymers
journal, February 2017

Recent Advances in the Synthesis of Peptoid Macrocycles
journal, February 2018

PEG-mimetic peptoid reduces protein fouling of polysulfone hollow fibers
journal, January 2017

Challenges and opportunities for structural DNA nanotechnology
journal, November 2011

A combinatorial approach to the discovery of efficient cationic peptoid reagents for gene delivery
journal, February 1998

DNA in a material world
journal, January 2003

Peptoid Polymers: A Highly Designable Bioinspired Material
journal, May 2013

Optimized DNA “Nanosuitcases” for Encapsulation and Conditional Release of siRNA
journal, October 2016

Control of enzyme reactions by a reconfigurable DNA nanovault
journal, October 2017

Designer nanoscale DNA assemblies programmed from the top down
journal, May 2016

Investigations on DNA intercalation and surface binding by SYBR Green I, its structure determination and methodological implications
journal, July 2004

DNA Origami as an In Vivo Drug Delivery Vehicle for Cancer Therapy
journal, June 2014

On the Stability of DNA Origami Nanostructures in Low-Magnesium Buffers
journal, June 2018

Biomimetic peptoid polymers
patent, July 2015

Simulated Annealing of Chemical Potential: A General Procedure for Locating Bound Waters. Application to the Study of the Differential Hydration Propensities of the Major and Minor Grooves of DNA
journal, January 1996

Block Copolymer Micellization as a Protection Strategy for DNA Origami
journal, March 2017

Cellular delivery of enzyme-loaded DNA origami
journal, January 2016

A DNA-based method for rationally assembling nanoparticles into macroscopic materials
journal, August 1996

Peptoids useful for catalyzing the mineralization of calcium carbonate
patent, February 2015

Sequence-Specific Molecular Lithography on Single DNA Molecules
journal, July 2002

DNA Nanocages
journal, August 2016

Hydration Regulates Thermodynamics of G-Quadruplex Formation under Molecular Crowding Conditions
journal, June 2006

A Logic-Gated Nanorobot for Targeted Transport of Molecular Payloads
journal, February 2012

Intramolecular fluorescence self-quenching of fluoresceinamine
journal, March 1990

Organization of 'nanocrystal molecules' using DNA
journal, August 1996

Universal computing by DNA origami robots in a living animal
journal, April 2014

A general strategy for the DNA-mediated self-assembly of functional nanoparticles into heterogeneous systems
journal, October 2013

Effects of Hydration, Ion Release, and Excluded Volume on the Melting of Triplex and Duplex DNA ^†
journal, January 1999

Protein Coating of DNA Nanostructures for Enhanced Stability and Immunocompatibility
journal, July 2017